Our Italy vacations

Anyone that has travelled Italy knows the intense passions it can provoke, but our Italy vacations take you beyond the sublime yet frequently overcrowded cities and into the bellissima countryside instead. Sociable small group tours, as well as tailor made vacations, roam the magnificent landscapes of the Amalfi Coast, Puglia, Umbria, Tuscany and Sicily, often walking or cycling, the better to drink in the scenery. And the wine, of course, the perfect accompaniment to one of the world’s great cuisines, which our sumptuous Italy cooking vacations allow you to explore under the guidance of expert chefs.

Our top Italy vacations

Amalfi Coast walking vacation, Italy

From US $1949 to US $2479
8 days ex flights
Walk in lemon groves and hillside villages
Small group2022: 9 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 1 Oct, 15 Oct, 29 Oct, 5 Nov, 12 Nov, 19 Nov, 24 Dec, 31 Dec, 2023: 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov ...

Puglia small group tour, Italy

From US $2349 to US $2479
8 days ex flights
Puglia, whitewashed towns, traditional farmland and fine cuisine
Small group2022: 9 Jul, 3 Sep, 17 Sep, 1 Oct, 8 Oct, 15 Oct, 5 Nov, 2023: 1 Apr, 15 Apr, 6 May, 20 May, 3 Jun, 17 Jun, 8 Jul, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 30 Sep, 7 Oct, 14 Oct, 4 Nov

Tuscany tours, walking and wine tasting in Italy

From US $1999 to US $2249
8 days ex flights
Walking and wine tasting in Tuscany
Small group2022: 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 2023: 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct

Sicily history tour, Italy

From US $2399 to US $2879
9 days ex flights
One of the most fascinating islands in Europe
Small group2022: 3 Sep, 10 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 2023: 25 Mar, 8 Apr, 15 Apr, 29 Apr, 6 May, 13 May, 20 May, 3 Jun, 10 Jun, 24 Jun, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct

Amalfi Coast and Bay of Naples vacations

From US $1999 to US $2479
8 days ex flights
One of Europe's most dramatic stretches of coastline
Small group2022: 9 Jul, 16 Jul, 6 Aug, 27 Aug, 10 Sep, 1 Oct, 15 Oct, 22 Oct, 5 Nov, 24 Dec, 31 Dec, 2023: 11 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 5 Aug, 19 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 4 Nov, 23 Dec, 30 Dec

Umbria cooking vacation, Italy

From 1530 to1750
6 days ex flights
Italian cooking in a farmhouse between Umbria and Tuscany
Small group2022: 2 Aug, 13 Aug, 20 Aug, 3 Sep, 23 Sep, 29 Dec, 2023: 13 May, 28 May, 3 Sep, 16 Sep, 27 Sep

Matera to Puglia cycle in Italy

From US $2579 to US $2879
8 days ex flights
Nestled between the Adriatic and Ionian seas
Small group2022: 4 Sep, 9 Oct, 23 Oct, 2023: 2 Apr, 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 8 Oct, 15 Oct, 22 Oct

Amalfi Coast budget walking vacation

From £585 to £710
8 days ex flights
The hidden trails of the Amalfi Coast
Tailor made

Prosecco Hills walking vacation, Italy

From US $2249 to US $2399
8 days ex flights
The Prosecco Road, Italy’s oldest wine route
Small group2022: 3 Sep, 10 Sep, 8 Oct, 2023: 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct

About our Italy vacations

Italy vacations, Culture

Italy has spent thousands of years exporting its culture, starting with the Romans and leading right through to La Dolce Vita. But there’s nothing more satisfying than seeing it in situ – which is why Roman ruins at Pompeii, Renaissance art in Florence, and opera in Verona are always high on the agenda for vacations. High culture is nice and all, but culture also means daily life – and Italians do this right, too. There’s an emphasis on agriturismo vacations which use local produce and a nationwide respect for the bel paese – their beautiful country.

Walking vacations in Italy

Some forty percent of Italy is mountainous, and when the mountains offer views as good as this, there are bound to be hikers. For an Italian walking vacation you can’t go wrong in the Dolomites, where there’s hiking in summer and snowshoeing in in winter. The ambitious can try the Italian Alps and the famous Mont Blanc circuit trek. If you prefer gentle hills to gigantic mountains, the rolling slopes of Tuscany come with wine tasting breaks, and Cinque Terre and the Amalfi Coast have undulating coastal walks, where a sea breeze and a sea view make the high points heavenly.

Cycling vacations in Italy

As Italy’s annual Giro d’Italia shows, Italians make very good cyclists, and a cycling vacation is a very popular way to explore the countryside. If you’re happy on hills, there are challenging rides in Lombardy, but if you like it flat, then lakeside cycles in the Dolomites, pretty routes in Puglia, and e-biking in Tuscany will make you want to pack your pannier and saddle up. Cycling vacations aren’t just about endurance – there’s plenty of time between rides to explore towns and cities along the way. Try exploring Lake Garda and the Veneto region by bike, before finishing on foot in Venice.

Family vacations in Italy

From pizza and gelato to gondolas and gladiators – plenty of Italian culture is child-friendly. This is a country where family units are strong, people visit their grandparents every week for family dinner, and children are welcome in the restaurants – often way past their bedtime. Italy’s varied landscape is a natural playground for active children, offering activities from canyoning to cruising. On your family vacation, take the kids up an active volcano in Sicily or relax in the Alps in a chalet hideaway. A center-based self catering vacation is often the way to go. Your bambinos will have a blast.

Where to go on vacation in Italy

The jet set and the stylish have long been attracted to Italy’s beautiful coastline, but you don’t have to be a yacht owner to get the most out of the Amalfi Coast’s spectacular walking trails, or to try granita made from local almonds on a terrace in Sicily. If you want to explore quintessential Italian countryside, then Tuscany’s hill towns are a high point – literally – on a hiking or biking vacation, but for somewhere quieter try Umbria next door. Fewer people head here, and we think that the world is missing out on cooking with locally grown saffron and drinking Orvieto wine straight at source.

Types of tours & vacations in Italy

If Italy’s long coast and dramatic topography have you chomping at the bit, consider an adventure vacation, where you can sail, island-hop, ride and hike countryside trails on your quest to get to know the country. If you’re happiest over handlebars, a cycling vacation could have you exploring Puglia or even crossing into Croatia from Trieste. Walking vacations might cover less ground, but they’re focused on the most beautiful parts of the country: try Piedmont or Sardinia. Consider a small group vacation so that you can compare notes on the wine tastings and meet like-minded travelers.
[Culture : Giuseppe Milo] [Walking : Berthold Werner] [Cycling : Lucio De Marcellis] [Family vacations : fhwrdh] [Where to go in Italy : Glen MacLarty] [Types of vacations : Guldem Ustun]
Photo credits: [Page banner: Rostislav Glinsky] [Culture : Giuseppe Milo] [Walking : Berthold Werner] [Cycling : Lucio De Marcellis] [Family vacations : fhwrdh] [Where to go in Italy : Glen MacLarty] [Types of vacations : Guldem Ustun]